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Vacation rentals with a patio in Windley Key

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Popular amenities for Windley Key patio rentals

Apartment rentals with a patio

Guest favorite
A clear view of a private white sandy beach stretches along the coastline, framed by a thatched roof. Gentle waves lap at the shore, and a wooden pier is visible in the distance, under a bright blue sky scattered with clouds.
Apartment in Marathon
4.93 out of 5 average rating, 14 reviews

*NEW* Sea La Vie - Pool & Beach

MargaretRating, 5 stars3 weeks ago
We just spent 6 days at Yuni's airbnb. Our family of four(all adults) could not have been happier with the peace and quiet this place offered us. The private beach and pool had plenty of chairs and umbrellas. We loved the balcony overlooking the pool and beach. We enjoyed how close it was to Havanna Jack's for a quick bite to eat and drink. Yuni's place was exceptionally clean. Plenty of bath towels and beach towels. The kitchen was fully stocked with all of our needs. She quickly responded to our questions and our needs. Yuni is one of the best hosts we have had throughout the years of using airbnbs. We definitely will go back!
Top guest favorite
An aerial view captures the layout of the Ocean Isles Fishing Village, showcasing multiple light blue condos with white roofs positioned along winding roads. The Atlantic Ocean glimmers in the background, surrounded by lush greenery and residential areas, illustrating the tranquil setting of the Florida Keys.
Apartment in Marathon
5 out of 5 average rating, 14 reviews

Oceanfront Getaway in Marathon!

TriciaRating, 5 stars2 months ago
Condo was great. Exactly as described. 2 minute walk to the large heated swimming pool and beautiful ocean view. Shuffle board and ping pong available to play near the pool area. Safe, quiet, gated condo community. Within short driving distance to many great restaurants and activities. Frank responded within hours and answered my questions. We would recommend this rental and would gladly stay here again!
Guest favorite
A spacious living area features large windows that offer views of the marina and ocean. Comfortable seating arrangements include two leather sofas and a stylish coffee table. Natural light brightens the space, while wood paneling adds a modern touch to the decor.
Apartment in Key Largo
4.86 out of 5 average rating, 29 reviews

Overlooking Marina/Ocean view & FREE GOLF CART

SvitlanaRating, 5 stars2 months ago
Very nice place, we enjoyed the pool and feeding fish in the lagoon. Didn’t try using the golf cart. The rental was clean and spacious,
Top guest favorite
The open-plan living area features a vibrant blue sofa with colorful cushions, complemented by two orange chairs. A round wooden coffee table sits atop a large, patterned rug. A green wall with decorative foliage and a neon sign adds a lively touch, with windows providing natural light and views of the outside.
Apartment in Tavernier
5 out of 5 average rating, 43 reviews

Island Time at Ocean Pointe Luxe 2 King Spa BR/BA

ChristaRating, 5 stars1 week ago
A wonderful place, beautifully decorated with absolutely everything you may need, and then some. It was super clean & tidy. We definitely recommend staying here! If you decide to snorkel, we had a great experience at Islander Girl, which is close by. In terms of beaches, our favorite was Bahia Honda State Park (Sandspur Beach).
Top guest favorite
A relaxing outdoor area features a sparkling pool surrounded by lounge chairs and vibrant blankets draped over the edge. Lush greenery and palm trees provide natural shade, creating an inviting space for leisure and family gatherings.
Apartment in Islamorada
4.93 out of 5 average rating, 29 reviews

The HMH House

KimberlyRating, 5 stars3 weeks ago
I had a lovely stay with my college daughter in the Keys. The place was just what we wanted. The decor was so beautiful and the grounds/pool area were so pretty. We were so sad to leave. Will definitely return. Heather Marie was amazing and such a wonderfully generous human. I can’t recommend this property enough.
Top guest favorite
A scenic outdoor area features a thatched-roof gazebo overlooking the ocean. Palm trees sway gently in the breeze, and a paved pathway leads to the waterfront. The blue waters reflect the sky, creating a tranquil coastal atmosphere.
Apartment in Marathon
5 out of 5 average rating, 20 reviews

#1 Island Hideaway 89 - OCEAN FRONT

SamanthaRating, 5 stars2 weeks ago
It was the perfect location that we wanted away from a high tourist area. The neighbors were very nice and welcoming. Everything was clean and beautiful. I would stay here again! It was perfect for us exploring both the southern and northern keys and beaches since it's about middle of the 2. Loved it!
Superhost
A waterfront view captures a serene canal lined with tropical greenery and residential boats. The white boat is positioned on the dock, with steps leading to an inviting home painted in a soft yellow. Clear blue skies enhance the tranquil atmosphere.
Apartment in Marathon
4.86 out of 5 average rating, 51 reviews

Little Venice in Marathon (in the Beautiful Keys)

AlisonRating, 5 stars3 weeks ago
We (two couples) enjoyed a great week here. Being on the canal was nice, outside sitting spots were great. The house had plenty of cooking supplies needed. Was a tad bit smaller than I expexted, but worked out just fine. Remember to bring your shampoo, body wash etc as it's not provided. Comfortable and bright, was quiet even with boats going by. Would definitely stay here again!
Guest favorite
Aerial view of the resort showcases a heated pool surrounded by palm trees and lounge chairs, alongside multiple tennis courts. The backdrop features lush greenery and tranquil ocean waters, highlighting the beauty of the surrounding natural environment.
Apartment in Tavernier
4.89 out of 5 average rating, 27 reviews

Welcome to the Pelican Lodge !

ElizabethRating, 5 stars3 months ago
We had a lovely time at Cassandra’s place. It was comfy, cozy, peaceful and private. Awesome view from the balcony. Unfortunately the weather wasn’t great when we were there so we didn’t get to check out the pool which looked great. It was nice that there were outdoor games below the building so we could still play even when it was raining. Good location with plenty to do around the area. If you need a rainy day activity, there is a duck bowling place located 6 minutes away by the Winn Dixie with an awesome tap wall. Wish we could have had better weather but we will definitely be back one day.

House rentals with a patio

Guest favorite
An outdoor seating area features a sectional sofa and high-top bar stools with a view of the water. A peaceful ambiance is created by the surrounding palm trees and the gentle waves of Vaca Cut. Laundry facilities are visible on the left side of the image.
Home in Marathon
4.94 out of 5 average rating, 35 reviews

Florida Keys Oceanside Utopia

CaroleRating, 5 stars1 month ago
Shane and Kelly were fabulous! My husband and I enjoyed a week away and loved exploring Marathon. Fishing from the back deck was so much fun. We caught some mangrove snapper that we made for dinner which was exquisite! I also caught a Jack Cravalle and my hubby caught a shark. Definitely fun times! Explored beaches, hiked and went to Key West for a day. Weather did not disappoint. Highly recommend this great vacation home!
Guest favorite
An outdoor area features a private pool with an adjoining spa, surrounded by lounge chairs. Lush palm trees provide shade, while a spiral staircase leads to the upper level of the house. The setting offers a relaxing space for guests to enjoy.
Home in Marathon
4.91 out of 5 average rating, 11 reviews

Endless Summer

LisaRating, 5 stars3 weeks ago
We very much enjoyed our stay, the house was as expected based on previous reviews & pictures. The location was perfect for us to access from Key Largo to Key West easily. The pool was nice & the kids had fun snorkeling off the back dock & looking for all kinds of wildlife both on land & in the water with their flashlights after dark. We found the sunsets at the house to be better than what we experienced in Key West. If you need beach chairs and/or beach umbrella, we recommend you rent those.
Superhost
Home in Key Largo
4.83 out of 5 average rating, 66 reviews

House in Key Largo.

EdenRating, 5 stars5 days ago
Absolutely loved staying here! The house was cozy, clean, and beautifully decorated. Everything I needed was provided, and it felt like a true home away from home. Peaceful, comfortable, and full of charm
Superhost
Two blue hammocks are suspended between white posts on a sandy area, facing a calm waterway. Lush greenery lines the shore, while a wooden dock extends into the water on the right. Soft clouds float above, casting gentle shadows on the ground.
Home in Key Largo
4.85 out of 5 average rating, 207 reviews

Outdoor Paradise - Beach, Boats, Snorkeling & Sun!

VanessaRating, 5 stars2 weeks ago
beautiful RV on a nice campsite that has everything to offer. swimming pool and nice hammocks overlooking the bay. camper recommended for max. 4 or 5 people. you have bunk beds in 1 room. the air conditioning in the master bedroom worked a little less.
Guest favorite
The spacious canal-front home is showcased from an aerial view, highlighting its private pool and lush palm trees. A dock with boat access extends into the water, while comfortable outdoor seating is positioned nearby, creating a relaxed atmosphere for guests.
Home in Marathon
5 out of 5 average rating, 22 reviews

Spacious lux home, private pool/spa, 80' dock

HeatherRating, 5 stars1 month ago
The house was exactly how it was described online. Everything was well marked. Lots of stuff to do at the home. Very spacious and well maintained. There were only 7 of us, so lots of extra space. The pool is on the perfect side so your not blasted with the late afternoon sun. However, there is a huge umbrella in case it is needed. Kitchen is fully stocked so nothing was needed. There is a BBQ grill as well as a flat top which is nice for outside cooking. The only thing I would recommend is to bring your own pillow if your a particular pillow person (we love our feather pillows), house pillows were not feather ones. If you rent here and have a boat definitely go to the Sombrero Lighthouse to snorkel. Never saw so many fish in one place. The Conch Cafe and Coast to Coast pizza are both great food restaurants and walkable from the home. Publix is so close it was a daily visit. Truly enjoyed the week stay!!!!!
Superhost
A wooden swing bench with cup holders provides a comfortable seating area, overlooking the calm waters of the bay. The scene features boats gently bobbing in the distance, framed by clear blue skies and a thatched roof for shade.
Home in Key Largo
4.85 out of 5 average rating, 13 reviews

The Ultimate Bay View Home

JarredRating, 5 stars3 months ago
Great place. Absolutely gorgeous views. Hot/pool was wonderful and refreshing. Would absolutely recommend this place.
Top guest favorite
A heated pool is situated in the backyard, surrounded by lounge chairs. Lush palm trees and a view of the waterfront create a serene outdoor space, with gentle clouds drifting across a bright blue sky.
Home in Marathon
5 out of 5 average rating, 32 reviews

Coco Plum Paradise - Marathon 5 BR 4 BA Waterfront

JesseRating, 5 stars2 weeks ago
Jay’s home was perfect for our large family, very clean, and in a great location. We loved the outdoor area and were able to see several manatees from the dock!
Guest favorite
A two-story home is depicted, featuring a light-colored exterior and a spacious driveway lined with gravel. A staircase leads to a covered entrance. Lush greenery surrounds the property, while a white fence provides a defined boundary, creating a welcoming appearance.
Home in Key Largo
4.95 out of 5 average rating, 22 reviews

Spacious, new home with heated pool in Key Largo

KatieRating, 5 stars1 month ago
Our multi-generational family had a truly memorable stay at this beautifully maintained Key Largo property. The home is spacious, well-appointed, and thoughtfully designed to accommodate both large group gatherings and quiet moments of rest. The open layout, generous bedrooms, and fully equipped kitchen made for a seamless and comfortable experience. The private pool was a highlight for all ages—immaculately clean, with pool toys and floaties that kept the children entertained for hours. The outdoor area offered ample space and seating, creating a relaxing atmosphere for everyone. The host, Matvei, was responsive, helpful, and attentive to every request, even providing a crib and child-sized life jackets. Every detail of the home reflected care and quality, and we would recommend it without hesitation to families seeking a welcoming, well-equipped retreat centralized in the Keys.

Condo rentals with a patio

Guest favorite
A view of a marina featuring wooden docks lined with boats. Lush greenery, including vibrant pink flowers, frames the foreground. A calm inlet reflects the sky, where fluffy clouds drift above. Palm trees provide shade along the shoreline, contributing to a serene coastal atmosphere.
Condo in Tavernier
4.87 out of 5 average rating, 31 reviews

Sea Side Whimsy Ocean Pointe -06

MartinRating, 5 stars2 days ago
We had a lovely overnight stay, Jennifer and Mark were so accommodating, the condo was perfect for what we wanted and we had a very comfortable stay. Thank you both for letting us stay in your piece of paradise.
Top guest favorite
A well-lit heated pool area is surrounded by lounge chairs and palm trees, creating a relaxed atmosphere. Soft blue lights illuminate the pool in the evening, while the ocean is visible in the background, adding to the inviting ambiance.
Condo in Key Largo
5 out of 5 average rating, 19 reviews

Newly Renovated Piece ofParadise

WolfgangRating, 5 stars1 week ago
We had such a wonderful stay at Todd’s Airbnb in beautiful Key Largo! The place was modern, spotless, and thoughtfully decorated—it felt like a true home away from home. The kitchen was well stocked with everything we needed, which made cooking a breeze. There were so many fun things to do on the property, from grilling out on the BBQs to relaxing in the hammocks, and playing foosball or ping pong. The pool was awesome, and the marina was absolutely stunning—especially at sunset. Todd was an incredible host, full of helpful information and spot-on recommendations that made our trip even better. We’d highly recommend his place to anyone looking for a fun, comfortable, and well-located home base in Key Largo. Can’t wait to come back!
Superhost
A modern kitchen features stainless steel appliances and white cabinetry, complemented by a light countertop. A dining area and living space are visible in the background, along with a staircase leading to the upper level. Large sliding doors provide access to an outdoor view.
Condo in Duck Key
4.85 out of 5 average rating, 95 reviews

Villa 5087 on Duck Key BOAT SLIP available

JadenRating, 5 stars4 weeks ago
Great stay, would highly recommend, home was clean and quiet. Can’t wait to come back to duck key so I can book again.
Guest favorite
An open kitchen features white cabinetry and a large island with seating for four. Stainless steel appliances, including an oven and a refrigerator, are visible. A decorative light fixture hangs above the island, and a sliding door leads to a living area with a view of greenery.
Condo in Key Largo
4.9 out of 5 average rating, 94 reviews

Key Largo Paradise - Remodeled Townhome in Kawama

JasonRating, 5 stars2 weeks ago
What a wonderful way to spend a few days in Largo with my family and kids. The place has all you need and then some. It was nice to have some toys provided for my kids to explore the lagoon. Highly recommend this gem of a place.
Top guest favorite
A serene view of the water stretches towards the horizon, with soft waves lapping against a rocky shoreline. A jetty curves into the distance, framed by lush greenery on either side. The clear sky reflects on the tranquil surface, creating a calm atmosphere.
Condo in Key Largo
5 out of 5 average rating, 16 reviews

Stylish & Secluded | Pool, Dock, Key Largo Living

AprilRating, 5 stars2 weeks ago
Great place for a family vacation, and perfect for kids! The lagoon is extremely convenient and fun for everyone. The fire pits and jetty are great for fishing and a relaxing night. The condo was just as pictured, extremely clean, and has everything you could need and more. It is located just around the corner from a ton of amazing restaurants. Would definitely come back again!
Guest favorite
A pool area surrounded by lush palm trees and lounge chairs is visible, featuring a large swimming pool with a beach entry. Tables with umbrellas provide shaded seating, enhancing the resort-like atmosphere. Bright blue skies with scattered clouds create a tranquil backdrop.
Condo in Key Largo
5 out of 5 average rating, 20 reviews

Key Lime Breeze Retreat!

LisaRating, 5 stars1 month ago
Loved our stay!!! Close to great restaurants!! The condo was beautiful, extremely spacious loved the studio apartment. That space provided much needed space for family of 8; Very clean, beautiful pool with grill.
Guest favorite
A spacious kitchen area features modern cabinetry and stainless steel appliances. A long island bar with eight black stools provides ample seating. Bright lighting illuminates the area, enhancing the open layout that connects to the living space.
Condo in Key Largo
4.87 out of 5 average rating, 85 reviews

Oceanside Key Largo 3/3 kayaks included

StephRating, 5 stars1 week ago
We had a great stay at Rich's place. There were 6 of us (and our dog) so we were able to sleep on the first and third floors and then hang out together, watch TV, eat, etc. on the second floor. There was a lot to do in the complex (e.g., paddleboard the in the lagoon and fish off the jetty), and we were close to a ton of restaurants and places to do other activities as well. Rich was very responsive and checked on us often. We felt very safe. Would return again!
Superhost
A sandy beach area offers several blue lounge chairs arranged in rows, facing the water. In the background, a wooden pier extends into the ocean, leading to a thatched-roof gazebo. Lush greenery can be seen on the left side, under a clear blue sky.
Condo in Tavernier
4.87 out of 5 average rating, 85 reviews

Turtle Nest 1 Ocean Point Condo “Newly Remodel”

SelenaRating, 5 stars3 weeks ago
This stay was close to absolutely everything you’d want to do and see in Islamorada! The host was friendly, provided easy instructions and a home that felt like home. Was glad to find this amazing, cozy space, will be back soon.

Destinations to explore

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  3. Florida
  4. Monroe County
  5. Islamorada
  6. Windley Key
  7. Rentals with a patio